Basic information
- CAS
2032-35-1- Standard SMILES
CCOC(CBr)OCC- InChIKey
LILXDMFJXYAKMK-UHFFFAOYSA-N- Molecular formula
- C6H13BrO2
- Average molar mass
- 197.07 g/mol
- Monoisotopic mass
- 196.00989176
Names & identifiers
- Preferred name
- Ethane, 2-bromo-1,1-diethoxy-
- IUPAC
- 2-bromo-1,1-diethoxyethane
- English name
- Bromoacetaldehyde diethyl acetal
- Molecular formula
- C6H13BrO2
- Molecular weight
- 197.07
Names & synonyms
Show more names
Database identifiers
- CAS
2032-35-1- PubChem CID
- 74852
- DTXSID
DTXSID2062111- ChEMBL
CHEMBL2251333- UNII
- M4DGX2BMU9
- EC Number
- 217-989-1
- Nikkaji
- J24.192J
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 18.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 5
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 53
Experimental & physicochemical properties
Physicochemical properties
- Boiling point
- 66 · 66-67 °C18 mm Hg(lit.)
- Density
- 1.31 g/mL · 1.31 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.439(lit.)
- Flash point
- 125 °F · 125 °F
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Oil
- color
- Clear Colourless
- Specific Gravity
- 1.31 · 1.310
- Water Solubility
- immiscible
- Sensitive
- Moisture Sensitive
- BRN
- 635754 · 635754
- InChI
- 1S/C6H13BrO2/c1-3-8-6(5-7)9-4-2/h6H,3-5H2,1-2H3
- InChIKey
- LILXDMFJXYAKMK-UHFFFAOYSA-N
- SMILES
- CCOC(CBr)OCC
- CAS DataBase Reference
- 2032 · 2032-35-1(CAS DataBase Reference)
- FDA UNII
- 4 DGX2BMU9 · M4DGX2BMU9
- NIST Chemistry Reference
- 2 · Ethane, 2-bromo-1,1-diethoxy-(2032-35-1)
- EPA Substance Registry System
- 2 · Ethane, 2-bromo-1,1-diethoxy- (2032-35-1)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301-H315-H319-H330
- Precautionary statements
- 301 · P301+P310+P330-P302+P352-P304+P340+P310-P305+P351+P338
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi,T
- Risk Statements
- 10 · 10-36-36/38-23-22
- Safety Statements
- 16 · 16-26-45-38-37/39-28A-36/37
- RIDADR
- 1993 · UN 1993 3/PG 3
- WGK Germany
- 3 · 3
- F
- 8 · 8-9-21
- Hazard Note
- Toxic/Irritant
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- III
- HS Code
- 29110000 · 29110000
- Storage Class
- 6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- Hazard Classifications
- 2 InhalationAcute · Acute Tox. 2 InhalationAcute Tox. 3 OralEye Irrit. 2Skin Irrit. 2
- REACH Registrations
- Active
- Limited Quantities
- 5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
Danger
H226 (13.2%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P284, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P319, P320, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 106 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Ethane, 2-bromo-1,1-diethoxy-
Status: Active Update: 08-05-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19580
Bromoacetaldehyde diethyl acetal: Does not have an individual approval but may be used under an appropriate group standard
Safety & protection
Protective Action Criteria (PAC)
12 [mg/m3]
130 [mg/m3]
790 [mg/m3]
Safety data
- F
- 8-9-21
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 1993 3/PG 3
- hs_code
- 29110000
- risk_code
- 10-36-36/38-23-22
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- Xi,T
- hazard_note
- Toxic/Irritant
- safety_code
- 16-26-45-38-37/39-28A-36/37
- hazard_class
- 6.1
- Storage Class
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- packing_group
- III
- Hazard statements
- H301-H315-H319-H330
- Limited Quantities
- 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 2 InhalationAcute Tox. 3 OralEye Irrit. 2Skin Irrit. 2
- Precautionary statements
- P301+P310+P330-P302+P352-P304+P340+P310-P305+P351+P338
Chemistry & industry
Uses & manufacturing
Applications
UsesSynthetic building block1,2
UsesBromoacetaldehyde diethyl acetal, is used as a synthetic building block. It is mainly used for synthesis of antibiotics such as erythromycin and cephalosporins and to other drugs. It also can be used as pharmaceutical intermediates. Besides, this chemical can be used to pruduce drugs such as methylthio imidazole, chlorpheniramine and others for thyroid. It also acts as a Useful intermediate for the preparation of other -heterosubstituted acetaldehyde acetals.
General DescriptionMay darken in storage
Preparation methods
PreparationTo a flask containing 118.0 gm (1.0 mole) of diethyl acetal and 55 gm (0.55 mole) of calcium carbonate is dropwise added 55 ml (1.0 mole) of bromine over a 30-45 min period while keeping the reaction temperature at 5°-10°C. The reaction mixture is allowed to stand 24 hr, steam is introduced to dissolve the salts, the oil separated, dried over potassium carbonate, and distilled to afford 61-83 gm (31-42%), b.p. 167°-170°C. The product is further purified by shaking with potassium carbonate and distilling it under reduced pressure, b.p. 48°-49°C (3 mm Hg). The pure acetal is unstable and becomes colored in a few hours and black after several days. However, the crude acetal boiling at 167°-170°C is stable for several months.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Related reactions
Compound notes
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